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Article Dans Une Revue Biochemical Systematics and Ecology Année : 2024

New antiplasmodial piperazine alkaloid derivatives from Rauvolfia mannii Stapf. (Apocynaceae)

Résumé

The stem bark extract of Rauvolfia mannii (Apocynaceae) was submitted to chemical and antiparasitic investigations. Chemical analyses resulted in the isolation of two new furyl-piperazine alkaloid derivatives namely 2-(2″-hydroxymethylhexyloxy)furan-5′-yl)-6-(piperazin-7-yl)piperazine (1) and 2-(2″-methylhexyloxy)furan-5′-yl)-6-(piperazin-7-yl)piperazine (2), along with six known compounds. The structures (including the relative stereochemistry) of these secondary metabolites were determined based on spectroscopic data, chemical correlations and comparison with the literature data. 1 and 2 display at least one piperazine ring, hence induce Rauvolfia alkaloids bearing rare skeletons. They are in fact, reported for the first time from the Apocynaceae family. Additionally, two of the isolates, arjunolic acid (5) and echitamine (7) showed moderate antiplasmodial activity against the chloroquine resistant (CQR) Plasmodium falciparum Dd2 with IC50 values of 22.5 and 16.3 μg/mL respectively.

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Chimie
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Dates et versions

hal-04395045 , version 1 (15-01-2024)

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Daniela Ntomi Djipmegne, Mc Jesus Kinyok, Auguste Abouem À Zintchem, André Néhémie Bitombo, Solenn Ferron, et al.. New antiplasmodial piperazine alkaloid derivatives from Rauvolfia mannii Stapf. (Apocynaceae). Biochemical Systematics and Ecology, 2024, Biochemical Systematics and Ecology, 112, pp.104779. ⟨10.1016/j.bse.2023.104779⟩. ⟨hal-04395045⟩
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